Acetic Acid → 4,5,6,7-Tetrahydro-2-benzimidazolone
Reaction equation
Br[CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=O.[NH2:9][C:10]([NH2:12])=[O:11].C([O-])(=O)C.[NH4+].C(O)(=O)C>O>[N:9]1[C:10](=[O:11])[N:12]=[C:2]2[CH2:7][CH2:6][CH2:5][CH2:4][C:3]=12Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-bromocyclohexanone (6.23 g, 0.035 mol) and urea (2.1 g, 0.035 mol) is refluxed in a solution of ammonium acetate (10 g), acetic acid (15 mL) and water (50 mL) for 4 h. Upon cooling slowly to room temp, white crystals form in the reaction vessel. The solid is collected by suction filtration, washed thoroughly with water and ether, and dried in vacuo to afford 4,5,6,7-tetrahydro-2-benzimidazolone (Compound 7).
Workup
- filtrationThe solid is collected by suction filtration
- washwashed thoroughly with water and ether
- customdried in vacuo
Sources & evidence
- ORD record
- ord-e15bd21cb13f40588ad12984fbf713d4
- Source dataset
- uspto-grants-2000_10
- Patent number
- US06127395
Reaction notes
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